Jurine, a novel type of steroidal saponin with (25S)-3β-amino-5α-furostane-22α.26-diol O(26)-β-D-glucopyranoside structure from solanum paniculatum L.
✍ Scribed by K. Schreiber; H. Ripperger
- Publisher
- Elsevier Science
- Year
- 1966
- Tongue
- French
- Weight
- 244 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
NEARLY twenty years ago, Marker et al. (1) suggested that the true naturally occurring steroidal saponins synthesized by plants might have an open side chain moiety in which ring closure to the spiroketal structure encountered in the corresponding sapogenins is prevented by conjugation of the hydroxy groups at C-16 or C-26 with sugars. According to this hypothesis the spirostane skeleton of the sugar-free sapogenins is thus considered to be an artefact produced by acid hydrolysis of the glycosides, accompanied by cyclization of the intermediate ring E-or F-opened aglycones. Later investigations especially those of Wall et al. (2) could not confirm * Solanum Alkaloids. Part LXKVIII. -Part LXKVII of this series cf. G. Adam and K. Schreiber, Tetrahedron, in press.